2-Formyl-3,5-dihydroxy-4-methylbenzoic acid

Details

• Internal ID: 42a560bd-179f-4b9e-b8f6-7d49c41fe856
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 2-formyl-3,5-dihydroxy-4-methylbenzoic acid
• SMILES (Canonical): CC1=C(C=C(C(=C1O)C=O)C(=O)O)O
• SMILES (Isomeric): CC1=C(C=C(C(=C1O)C=O)C(=O)O)O
• InChI: InChI=1S/C9H8O5/c1-4-7(11)2-5(9(13)14)6(3-10)8(4)12/h2-3,11-12H,1H3,(H,13,14)
• InChI Key: PZYGVOINJXUCCU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₅
• Molecular Weight: 196.16 g/mol
• Exact Mass: 196.03717335 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 2-formyl-3,5-dihydroxy-4-methylbenzoic acid
• 87LI61073Z
• UNII-87LI61073Z
• 3,5-Dihydroxy-2-formyl-4-methylbenzoic acid
• Benzoic acid, 2-formyl-3,5-dihydroxy-4-methyl-
• 51264-36-9
• Q27896916

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9343	93.43%
Caco-2	+	0.6201	62.01%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8871	88.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8326	83.26%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	+	0.5600	56.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9688	96.88%
P-glycoprotein inhibitior	-	0.9705	97.05%
P-glycoprotein substrate	-	0.9656	96.56%
CYP3A4 substrate	-	0.7606	76.06%
CYP2C9 substrate	-	0.6379	63.79%
CYP2D6 substrate	-	0.9021	90.21%
CYP3A4 inhibition	-	0.8606	86.06%
CYP2C9 inhibition	-	0.5639	56.39%
CYP2C19 inhibition	-	0.9263	92.63%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.9616	96.16%
CYP2C8 inhibition	-	0.8741	87.41%
CYP inhibitory promiscuity	-	0.9405	94.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7156	71.56%
Carcinogenicity (trinary)	Non-required	0.8328	83.28%
Eye corrosion	-	0.8014	80.14%
Eye irritation	+	0.9426	94.26%
Skin irritation	+	0.7671	76.71%
Skin corrosion	-	0.5756	57.56%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8910	89.10%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7191	71.91%
skin sensitisation	+	0.5114	51.14%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5884	58.84%
Acute Oral Toxicity (c)	II	0.6297	62.97%
Estrogen receptor binding	-	0.5961	59.61%
Androgen receptor binding	+	0.5457	54.57%
Thyroid receptor binding	-	0.8167	81.67%
Glucocorticoid receptor binding	-	0.5821	58.21%
Aromatase binding	-	0.8390	83.90%
PPAR gamma	-	0.6522	65.22%
Honey bee toxicity	-	0.9715	97.15%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.9579	95.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.21%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.30%	95.56%
CHEMBL3194	P02766	Transthyretin	91.57%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.18%	83.57%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.15%	94.42%
CHEMBL2581	P07339	Cathepsin D	88.08%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.27%	87.67%
CHEMBL5847	P52895	Aldo-keto reductase family 1 member C2	81.82%	92.50%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.94%	95.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.33%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	80.15%	94.73%

Plants that contains it

• Clibadium microcephalum
• Globularia nudicaulis
• Helianthus pumilus
• Leucas aspera
• Stemona parviflora

Cross-Links

• PubChem: 15726673
• NPASS: NPC181075
• LOTUS: LTS0269167
• wikiData: Q27896916